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Organic Syntheses Using Gold’s Reagent
An iminium salt shown as structure 1 is named Gold’s reagent and its synthetic applications with various nucleophiles have been reported. The reactions of 1 with active methylene compounds or aniline derivatives are carried out under basic conditions and the condensed compounds such as β-dimethylaminomethylenes and amidine derivatives are formed. These synthetic processes can be applied to intramolecular cyclization and 5- or 6-membered heterocyclic rings are successfully synthesized from dinucleophiles. 1 can be also used as a formylating reagent because aldehydes are generated by the reaction of 1 with Grignard reagents and the consequent acid-catalyzed hydrolysis.
References
- Reactions of [3-(dimethylamino)-2-azaprop-2-en-1-ylidene]dimethylammonium chloride with methyl ketones, primary amines, and unsubstituted amides
- Reaction of Unsymmetrical Enolate Anions with Gold'S Reagent
- The Reactions of Ortho Aminobenzoic Acids with Gold's Reagent: A Two Atom Lynch Pin Transformation
- One Atom Lynch Pin Transformations of Gold's Reagent
- New Synthesis of 1,5-Disubstituted Imidazoles
- Reaction of [3-(Dimethylamino)-2-Azaprop-2-en-1-Ylidene] Dimethylammonium Chloride with Grignard Reagents